A calm sea with a mountain in the distance.

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Tonight
Aug 16 - Aug 17
Tomorrow
Aug 17 - Aug 18
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

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Our top choices for Windward Side hotels

Breakfast included
Hotel
Airport shuttle included
Dutch Museum of Saba
Bed & breakfast

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
United States
Jose
CA $156
CA $184 total
includes taxes & fees
Aug 17 - Aug 18
Saba Arawak Hotel

2. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
CA $409
CA $474 total
includes taxes & fees
Sep 1 - Sep 2
Scenery Hotel Saba

3. El Momo Cottages

El Momo Cottages
Windward Side
United States
Christina
CA $172
CA $183 total
includes taxes & fees
Aug 18 - Aug 19
El Momo Cottages

4. The Old Gin House

The Old Gin House
Oranjestad
United States
Michael
CA $230
CA $248 total
includes taxes & fees
Sep 16 - Sep 17
The Old Gin House

5. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
United States
Reginaldo
CA $229
CA $245 total
includes taxes & fees
Aug 17 - Aug 18
Quill Gardens Boutique Hotel

6. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
United States
José Miguel
CA $150
CA $160 total
includes taxes & fees
Aug 30 - Aug 31
Talk of the Town Inn & Suites

7. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
France
Valérie
CA $312
CA $335 total
includes taxes & fees
Sep 16 - Sep 17
Barrel House St. Eustatius

8. Palm Spring Inn

Palm Spring Inn
Oranjestad
United Kingdom
lucy
CA $199
CA $221 total
includes taxes & fees
Sep 2 - Sep 3
Palm Spring Inn
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Stay near popular Windward Side attractions

Dutch Museum of Saba

8.4/10 (5 reviews)
You can spend time browsing the exhibits at Dutch Museum of Saba in Windward Side. While you're in the area, wander around the gardens.
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Saba Heritage Center

You can spend an afternoon studying the exhibits at Saba Heritage Center in Windward Side. Wander the seaside and rainforest while you're in the area.
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Harry L Johnson Museum

8.8/10 (3 reviews)
You can spend an afternoon studying the exhibits at Harry L Johnson Museum in Windward Side. While you're in the area, wander around the gardens.
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Jo Bean Glass Art Studio

9.8/10 (8 reviews)
You can spend an afternoon studying the exhibits at Jo Bean Glass Art Studio in Windward Side. While you're in the area, wander around the gardens.
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Learn more about Windward Side

Colourful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

See all hotels in Windward Side
A mountainous landscape with a body of water in the foreground.
Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

 Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel

10/10 Excellent
"Anton was an excellent host. Best chef in town."
Reginaldo 3-night trip
Posted 2 days ago
Quill Gardens Boutique Hotel
The Old Gin House

The Old Gin House

10/10 Excellent
"Peter was awesome and the view was amazing! Definitely will stay again!!"
Jynese 1-night trip
Posted 2 months ago
The Old Gin House
Talk of the Town Inn & Suites

Talk of the Town Inn & Suites

8/10 Good
"The room was nice, clean spacious but did not have a TV . Nice kitchen.The location is good , near the airport"
ARIEH 2-night trip
Posted 2 months ago
Talk of the Town Inn & Suites
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

10/10 Excellent
"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking or going out all week long. The cottage was nicely laid out with several different spaces to relax in: pool, gazebo, and porch. We had a great time hiking various trails on the island. Every meal we ate out, whether in Windwardside or The Bottom, was delicious. We met many nice people. Overall, we found Saba to be a very unique, beautiful, and safe place to visit!"
Jennifer K. 6-night trip
Posted 3 months ago
Flamboyant Cottage - Spectacular View & Pool
Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

10/10 Excellent
"Absolutely gorgeous property. There are not many places you can go and get the view you get here. The house itself is very special - the pictures almost do not do it justice. The host is very responsive, and his staff is incredibly helpful in assisting you during your time on Saba. We ran into a snag with our departing flight, and Mark did everything in his power to assist us in getting home.Highly recommend staying here!"
Michael S. 3-night trip
Posted 4 months ago
Spyglass is a Private Villa With 360 View Near Windwardside.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

10/10 Excellent
"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world! "
Lydia M. 2-night trip
Posted 4 months ago
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Beautiful Traditional Saba Cottage With all the Modern Amenities

Beautiful Traditional Saba Cottage With all the Modern Amenities

10/10 Excellent
"Everything went well. The property was ready when we arrived. We do rent a car while on island, and parking was a bit hard to come by at times, but such is life there. There is a washer and dryer, and the shower had plenty of hot water. Overall it was in a great location, we walked to breakfast and dinner most nights. Also, it was a very quiet stay."
Andrea F. 8-night trip
Posted 8 months ago
Beautiful Traditional Saba Cottage With all the Modern Amenities

More cheap stays in Windward Side

Whale Tails Hotel

Whale Tails Hotel

the Road to Knippenga Oranjestad
Get ratesWhale Tails Hotel

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Scenery: Windward Side features breathtaking views of the Windward Shores and Windward Coast, perfect for relaxation.
  • Rich Cultural Experiences: Immerse yourself in the local history and vibrant culture through museums and art galleries.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, offering numerous activities amidst beautiful landscapes.
  • Diverse Accommodation: Enjoy a range of comfortable stays, from 3 to 3.5-star hotels to charming guesthouses.
  • Romantic Atmosphere: Experience the enchanting vibe of the area, especially around the scenic Windward Passage.

Find great hotels in Windward Side

In Windward Side, you'll discover a variety of comfortable hotel accommodations ranging from 3 to 3.5 stars, including both hotels and guesthouses. Whether you're seeking a business-friendly environment, an adventurous getaway, or pet-friendly options, this charming destination has something for everyone. Explore the hospitality of Windward Islands with numerous choices that cater to your vacation needs, making your stay both enjoyable and memorable.

  • Saba Arawak Hotel: Nestled in the heart of Windward Side, Saba Arawak Hotel offers a unique blend of adventure and business amenities, making it an ideal choice for both thrill-seekers and corporate travellers. This 3-star establishment features a variety of adventure sports activities, including nearby hiking, cave exploring, sailing, fishing, and snorkeling. Guests can unwind in comfortable accommodations while enjoying the convenience of business services offered on-site. The hotel's commitment to providing an adventurous yet professional atmosphere makes it a standout choice for diverse vacationers.
  • El Momo Cottages: For those seeking a more homey retreat, El Momo Cottages presents a charming guesthouse experience in Windward Side. This property is particularly welcoming to pet owners, as it allows pets on-site with a free pet policy. The inviting atmosphere and pet-friendly amenities ensure that you and your furry companions can enjoy a relaxing stay. With its quaint design and community feel, El Momo Cottages is perfect for travellers who appreciate nature and wish to explore the beautiful surroundings of Saba with their pets.
  • The Cottage Club Hotel: Offering a touch of luxury with its 3.5-star rating, The Cottage Club Hotel is an excellent choice for those seeking both comfort and entertainment. Situated in Windward Side, this hotel features modern amenities such as digital television for guests to enjoy. Visitors can relish the scenic views of the village and partake in various nearby activities. The Cottage Club Hotel seamlessly combines a cozy atmosphere with engaging entertainment options, making it a delightful base for exploring the wonders of Saba.

Where to stay in Windward Side

Windward Side, nestled in the picturesque Saba, offers an unforgettable vacation experience perfect for beach lovers and outdoor enthusiasts. Explore the stunning Windward Shores and the breathtaking Windward Coast, where relaxation and scenic views abound. Just a stone's throw away from the vibrant Windward Passage, visitors can immerse themselves in the area's rich history and romantic atmosphere. Whether seeking luxury or tranquility, Windward Side and its surrounding gems promise a memorable getaway.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that offers a delightful mix of outdoor activities and stunning beach scenery. This popular destination sees a seasonal influx of visitors, particularly from November to January. In Oranjestad, you can enjoy golf at local courses, relax at resorts, and explore nearby attractions like the history museum and picturesque beaches. The city's bay serves as a beautiful backdrop for various water sports, making it a perfect spot for both adventure and relaxation.
  • The Bottom: Just 1.6km away from Windward Side, The Bottom is a charming city that immerses visitors in local culture and outdoor experiences. It attracts travellers especially in January, April, and September. Here, you can partake in hiking adventures and enjoy golfing amidst breathtaking landscapes. The Bottom is home to a rich history, showcased in its museums, while its beaches and nearby mountains offer stunning vistas for nature enthusiasts. This city is a wonderful place to experience the heart of Saba's island life.
  • Upper Zion's Hill: Nestled within the area of Windward Side, Upper Zion's Hill is a quaint village known for its beautiful beaches, including a nudist beach that attracts those seeking a unique sunbathing experience. The village sees a moderate number of visitors throughout the year, with peaks in the winter months. Upper Zion's Hill is ideal for those looking to unwind by the sea and enjoy a more laid-back atmosphere while still being close to the vibrant activities of Windward Side. The tranquil charm of this village is perfect for relaxation and beach enjoyment.

Things to do in Windward Side

Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a range of activities. Visitors can enjoy hiking through scenic trails, diving, and scuba diving in crystal-clear waters. It's also a popular spot for windsurfing and day trips to explore the beautiful surroundings. This charming location promises a memorable vacation experience for all adventure seekers.

Booking tips and Expedia advantages for Windward Side

When visiting Windward Side, you can save money by taking advantage of free activities like Well's Bay Beach. The best time to visit for lower prices is from May to June and October, while booking your hotel about a month in advance can secure better deals. Look for last-minute offers on Expedia, especially on Mondays, the cheapest day to stay. Consider bundling your hotel, flights, and activities for added savings. Use Expedia’s tools to filter by budget and eco-friendly options for sustainable stays, ensuring you find great deals on accommodations.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward Side are May to June and October, where the prices are slightly lower. This is in comparison to February and November to December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Windward Side about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward Side is Monday. The most expensive day to stay in Windward Side is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results by price, starting with the most affordable hotels, allowing you to easily find the best deals. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your Windward Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Windward Side

Windward Side offers a fantastic vacation experience for beach lovers and outdoor enthusiasts alike, showcasing stunning scenery and rich culture. Explore local attractions such as history museums, mountains, and art galleries that cater to adventurers seeking unique experiences. Whether you're interested in the vibrant local culture or the breathtaking landscapes of the Windward Islands, you're sure to find plenty of activities to enjoy during your stay.

  • Dutch Museum of Saba: Immerse yourself in the rich history and culture of Saba at the Dutch Museum. This local gem showcases artifacts and exhibits that reflect the island's unique heritage, making it a perfect stop for culture enthusiasts.
  • Mt Scenery: Experience adventure and breathtaking views at Mt Scenery, located a mere 1.1km from Windward Side. The hike to the summit offers stunning panoramas and a chance to connect with nature, ideal for outdoor lovers.
  • Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio to witness the intricate craftsmanship of glass art. This gallery not only exhibits stunning pieces but also provides insight into the artistic process, enriching your cultural experience.

Best time to go to Windward Side

The best time to visit Windward Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windward Side falls in September, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Windward Side falls in March, visitor numbers are high and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March77.7°F (25.4°C)No Rain (Dry)Mostly SunnyHighAverage
April78.8°F (26.0°C)No Rain (Dry)Mostly SunnyHighAverage
May80.2°F (26.8°C)Light RainMostly CloudyHighSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageSlightly Low
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
October82.6°F (28.1°C)Light RainMostly CloudyLowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyLowSlightly High
December79.7°F (26.5°C)Light RainMostly SunnyLowSlightly High

The nearest major airports for your trip to Windward Side

To reach Windward Side, you can fly into Saba's Juancho E. Yrausquin Airport (SAB), located 1.6km away. Nearby hotel options include the 3.5-star Cottage Club Hotel and the 3-star Saba Arawak Hotel, both 1.6km from the airport. Alternatively, you can fly into F.D. Roosevelt Airport (EUX) in Oranjestad, 30.6km away. Recommended accommodations include the 4-star Golden Rock Dive And Nature Resort, 3.2km from the airport, and the 4-star Quill Gardens Boutique Hotel, 1.3km away. Many hotels offer convenient transportation services to and from both airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Windward Side?
The best area to stay in Windward Side is within the village itself, particularly around the central square and main road.This charming village is the largest settlement on Saba and is known for its distinctive red-roofed cottages and narrow, winding streets. The main road, called "The Road," connects the various parts of the village, and the central square is a natural gathering point. You'll find a selection of shops, local eateries, and small hotels dotted throughout.Couples looking for a peaceful and romantic escape will find Windward Side ideal. The village offers beautiful views of the surrounding mountains and the Caribbean Sea. You can enjoy quiet strolls along the footpaths, dine at intimate restaurants, and easily access hiking trails that lead to various viewpoints and natural pools.For solo travellers seeking a relaxed and friendly environment, Windward Side provides a welcoming base. It's easy to meet locals and other travellers in the village's small bars and cafes.
What are the best hotels in Windward Side that travellers recommend?
For a highly recommended hotel in Windward Side, consider the Saba Arawak Hotel.This 3-star hotel, with a very good 8.4 rating, is praised by guests for its quiet and spacious rooms. Its convenient location is set among mountains and offers ocean views. The hotel features an outdoor pool and a poolside restaurant, and guests frequently mention the delicious breakfast. Free and secured self-parking is also available.
What are the most romantic hotels in Windward Side for couples?
For a romantic stay in Windward Side for couples, the Saba Arawak Hotel is an excellent choice.The 3-star Saba Arawak Hotel, with an 8.4 rating, offers a wonderful setting for couples. Guests frequently comment on the quiet and spacious rooms, and the convenient location is often praised. The friendly and helpful staff contribute to a pleasant stay. The hotel features a beautiful pool and offers a delicious breakfast. Many rooms include a furnished balcony and ocean views, great for enjoying the scenery. The hotel also provides free WiFi, a kitchen, and complimentary self-parking. It is conveniently located just 1.1 km from Mt Scenery, making it easy to explore the natural beauty of the area.
What hotels are near Saba (SAB-Juancho E. Yrausquin)?
For hotels near Saba (SAB-Juancho E. Yrausquin) airport, consider the Saba Arawak Hotel.The 3-star Saba Arawak Hotel, with an 8.4 rating, is located just 2.3 kilometres from the airport, offering great convenience for travellers. Guests frequently mention the quiet and spacious rooms, and the friendly and helpful staff. The hotel provides free WiFi, a kitchen in the accommodations, and free toiletries. Guests also appreciate the delicious breakfast and the beautiful pool.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windward Side.
How much is the nightly rate at a Windward Side hotel?
Prices for hotels in Windward Side often vary, but you can find a great deal from CA $160 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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